Downtown Winchester, Virginia
Discover shopping, dining, and accommodation in downtown Winchester.
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ShopDowntown.org Discount Card Program
The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.
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Hotels
TownePlace Suites by Marriott Winchester
170 Getty Ln
Winchester, Virginia
Hampton Inn - Winchester N/Convention Center
1204 Berryville Avenue
Winchester, Virginia
Super 8 Winchester Va
1077 Millwood Pike
Winchester, Virginia
Comfort Inn Winchester
1601 Martinsburg Pike
Winchester, Virginia
Holiday Inn Winchester Se-Historic Gateway
333 Front Royal Pike
Winchester, Virginia
Americas Best Value Inn
2649 Valley Ave
Winchester, Virginia
Travelodge - Winchester
160 Front Royal Pike
Winchester, Virginia
Aloft Winchester
1055 Millwood Pike (Rt. 50 East)
Winchester, Virginia
Wingate by Wyndham - Winchester
150 Wingate Dr
Winchester, Virginia
Hampton Inn Winchester-University/Mall Area
1655 Apple Blossom Dr
Winchester, Virginia
Hilton Garden Inn Winchester
120 Wingate Drive
Winchester, Virginia
Courtyard by Marriott Winchester
300 Marriott Drive
Winchester, Virginia
Red Roof Inn Winchester, VA
991 Millwood Pike
Winchester, Virginia
Sleep Inn & Suites
140 Costello Dr
Winchester, Virginia
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St
Winchester, Virginia
Candlewood Suites Winchester
1135 Millwood Pike
Winchester, Virginia
BEST WESTERN LEE JACKSON INN
711 MILLWOOD AVE
Winchester, Virginia
Econo Lodge North
1593 Martinsburg Pike
Winchester, Virginia
Fairfield & Suites by Marriott Winchester
250 Front Royal Pike
Winchester, Virginia
Holiday Inn Express Hotel & Suites Winchester
142 Foxridge Ln
Winchester, Virginia
Country Inn & Suites By Carlson, Winchester, VA
141 Kernstown Commons Blvd
Winchester, Virginia
Hotel Tips
Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.
Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.
Ask to be placed opposite of any roadways. Road noise can be a constant source of pollution which may not be a noticeable problem during the day but reveals itself at night. Don't be afraid to request a room change to get a better sleep.
Things To Do
Winchester is the place to plan your wedding. You'll be spending a lot of time downtown as there are so many wonderful shops to find invitations, photographers, bakers, caterers and jewelers. Planning your wedding will be a breeze with so much support from local merchants to make a perfect and memorable day.
Winchester brings a custom fit every time a shoe is bought locally. Nothing beats the hands on experience of shoe shopping to add to your collection of Men's, Women's and Children's shoes. Try them on, walk around and make sure you have the best fit as every manufacturer is a bit different on sizing.
Winchester has the perfect game shop for both young and old. Your friends and family will enjoy hours of entertainment with a wide selection of board games, card games and games of skill. A perfect stop for travellers with kids and those seeking a new adventure for game night.
Why Do You Love Downtown?
Jessica L Smith
Love the atmosphere and the people!
Catherine Payne
Great vibe! Low key. Feels like old time Hawaii.
Kathleen Townsend
It's so quaint and cute!
Jackie
Have not been there but coming on a bus trip next weekend. Looking forward to shopping & sight seeing
Carrie Homier
6 women looking to explore the area. We will be there Feb. 18th. Whatever you can do to open our wallets easier and more economical would be much appreciated and fun! Thank you.
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